methyl 3-{[(1S)-1-{[(2S)-1-[(2S)-2-{[(1S)-2-methyl-1-{[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]carbamoyl}propyl]carbamoyl}pyrrolidin-1-yl]-1-oxopropan-2-yl]carbamoyl}ethyl]carbamoyl}propanoate

• ChemBase ID: 106332
• Molecular Formular: C31H38F3N5O9
• Molecular Mass: 681.6567296
• Monoisotopic Mass: 681.26216248
• SMILES: COC(=O)CCC(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](C(C)C)C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F
• Canonical SMILES: COC(=O)CCC(=O)N[C@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F)C(C)C)C)C
• InChI: InChI=1S/C31H38F3N5O9/c1-15(2)26(29(45)37-18-8-9-19-20(31(32,33)34)14-25(42)48-22(19)13-18)38-28(44)21-7-6-12-39(21)30(46)17(4)36-27(43)16(3)35-23(40)10-11-24(41)47-5/h8-9,13-17,21,26H,6-7,10-12H2,1-5H3,(H,35,40)(H,36,43)(H,37,45)(H,38,44)/t16-,17-,21-,26-/m0/s1
• InChIKey: FLFLPZJVJVKNIW-BYRWETQCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 3-{[(1S)-1-{[(2S)-1-[(2S)-2-{[(1S)-2-methyl-1-{[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]carbamoyl}propyl]carbamoyl}pyrrolidin-1-yl]-1-oxopropan-2-yl]carbamoyl}ethyl]carbamoyl}propanoate
• IUPAC Traditional name: methyl 3-{[(1S)-1-{[(2S)-1-[(2S)-2-{[(1S)-2-methyl-1-{[2-oxo-4-(trifluoromethyl)chromen-7-yl]carbamoyl}propyl]carbamoyl}pyrrolidin-1-yl]-1-oxopropan-2-yl]carbamoyl}ethyl]carbamoyl}propanoate
• Synonyms: MeOSuc-Ala-Ala-Pro-Val-AFC; MeOSuc-AAPV-AFC; MeOSuc-Ala-Ala-Pro-Val-7-Amino-4-trifluoromethylcoumarin

Database IDs

• PubChem SID: 162105399
• PubChem CID: 25108552

CALCULATED PROPERTIES

• Acid pKa: 11.534981
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 0.6697329
• LogD (pH = 7.4): 0.669705
• Log P: 0.6697333
• Molar Refractivity: 163.1628 cm^3
• Polarizability: 61.873306 Å^3
• Polar Surface Area: 189.31 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03AFC094

A fluorogenic substrate for Human Elastase.

REFERENCES

• Stein, R.L. et al., Biochem., 25:5414 (1986).
• Del Mar, E.G. et al., Biochem., 19:468 (1980).
• Castillo, M.J. et al., Anal. Biochem., 99:53 (1979).